Top 10 Hotels with Pool & Accommodation in Westchester from AU$249

Q: What are some accommodation options with pools in Westchester?

Congress Plaza Hotel : Hotel, 3-minute walk from Merchandise Mart. Features 2 restaurants, an indoor pool and a sauna. River Hotel : Hotel, 4-minute walk from State Street. Offers 2 restaurants, an indoor pool and a health club. Hotel Riu Plaza Chicago : Hotel, 2-minute walk from Michigan Avenue. Features flat-screen televisions and an indoor pool. Club Quarters Hotel, Central Loop, Chicago : Hotel, 3-minute walk from Michigan Avenue. Offers a snack bar/deli, an indoor pool and complimentary wireless Internet access. Hotel Felix River North/Magnificent Mile : Hotel, 4-minute walk from Michigan Avenue. Provides full, an indoor pool and flat-screen televisions.

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Our top choices for Westchester hotels with a pool

Palmer House a Hilton Hotel

Downtown Chicago

Dive into urban tranquility at the Palmer House pool, where historic charm meets modern luxury.

includes taxes & fees

25 May - 26 May

Indoor pool, open 7:00 AM to 10:00 PM, pool loungers

Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Splash into the city at this city centre hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.

includes taxes & fees

26 May - 27 May

Outdoor pool, pool cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.

includes taxes & fees

25 May - 26 May

The Wade

Downtown Chicago

Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.

includes taxes & fees

25 May - 26 May

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Dive into city centre luxury with a rejuvenating pool experience close to Chicago landmarks.

includes taxes & fees

25 May - 26 May

InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

World-class indoor pool in city centre offers lap swimming and family fun at this luxury hotel.

includes taxes & fees

25 May - 26 May

Sheraton Grand Chicago Riverwalk

Downtown Chicago

Riverside hotel offers waterfront relaxation with indoor pool near Michigan Avenue.

includes taxes & fees

25 May - 26 May

Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, spa pool haven, and 24-hour fitness centre.

includes taxes & fees

25 May - 26 May

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Choose what matters most at hotels with a pool in Westchester

Breakfast included

Spa pool

Top Westchester Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"The front desk staff at night and during the day upon checkout were incredibly warm, welcoming and friendly. Our original hotel was oversold and the front desk staff at that “unnamed” hotel just a few blocks away were awful and rude. It was a welcoming experience to come to this hotel and be greeted pleasantly and with a warm smile. Really appreciative of this after what was a long day of travel and confusion. Thank you, and I’d have no hesitation of recommending this hotel to my friends."

Hilton Chicago/Magnificent Mile Suites

2/10 Terrible

"They had one parking lot attendant many times with 20 to 30 people waiting on cars to be delivered. Sofa had body fluid on it. It was filthy, the mattress was disgustingly lumpy bad and old. Terrible service at breakfast incompetent waiters and waitresses. I will never stay at that location again and I’m questioning Hilton from this point on."

Frequently asked questions

What are some accommodation options with pools in Westchester?

Congress Plaza Hotel: Hotel, 3-minute walk from Merchandise Mart. Features 2 restaurants, an indoor pool and a sauna. River Hotel: Hotel, 4-minute walk from State Street. Offers 2 restaurants, an indoor pool and a health club. Hotel Riu Plaza Chicago: Hotel, 2-minute walk from Michigan Avenue. Features flat-screen televisions and an indoor pool. Club Quarters Hotel, Central Loop, Chicago: Hotel, 3-minute walk from Michigan Avenue. Offers a snack bar/deli, an indoor pool and complimentary wireless Internet access. Hotel Felix River North/Magnificent Mile: Hotel, 4-minute walk from Michigan Avenue. Provides full, an indoor pool and flat-screen televisions.

What is there to see and do in Westchester?

While you're in the area, consider exploring places such as Wrigley Field, Navy Pier and United Center. Take a walk along the waterfront at Oak Street Beach and North Avenue Beach. The restaurants and shopping are just some of the things to enjoy while you're in the area.

When is the best time to book a hotel with a pool in Westchester?

You may want to consider a place to stay that has an outdoor pool if you plan to visit Westchester in the hottest months of July, August or June, when the average temp is 22°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temp is -1°C.

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